No Way! Free Next Day Shipping On Clothing M-F. Order Today, Wear It Tomorrow! Plus Free Returns. Learn More

“leather chukka boot and Shoes” we found 697 items!

Choose a
  • Product Type
to sort results
Oliberte - Mogado High Oliberte Mogado High $150.00 Rated: 5 stars! Frye - Walter Lace Up Frye Walter Lace Up $368.00 Frye - Walter Lace Up Frye Walter Lace Up $368.00 Naturino - Nat. 4201 FA13 (Toddler/Little Kid) Naturino Nat. 4201 FA13 (Toddler/Little Kid) $79.95 Rated: 5 stars!
Umi Kids - Hectorr (Toddler/Little Kid) Umi Kids Hectorr (Toddler/Little Kid) $64.95 Calvin Klein - Warden Calvin Klein Warden $98.00 NEW! Clarks - Desert Boot Clarks Desert Boot $110.00 Rated: 4 stars! Clarks - Desert Boot Clarks Desert Boot $110.00 Rated: 4 stars!
Bass - Haven Bass Haven $129.00 NEW! Rockport - Rocsports Lite - Es H20 Mocc Toe Mudguard Boot Rockport Rocsports Lite - Es H20 Mocc Toe Mudguard Boot $150.00 NEW! Bed Stu - Randall Bed Stu Randall $210.00 Lloyd - Lake Lloyd Lake $329.00
Lloyd - Lake Lloyd Lake $329.00 Pablosky Kids - 413377(Toddler/Little Kid) Pablosky Kids 413377(Toddler/Little Kid) $73.00 Kenneth Cole Reaction - Desert Sun Kenneth Cole Reaction Desert Sun $98.00 Frye - Jack Lace Up Frye Jack Lace Up $328.00
Frye - Jack Lace Up Frye Jack Lace Up $328.00 Frye - Jack Lace Up Frye Jack Lace Up $328.00 Umi Kids - Hectorr (Toddler/Little Kid) Umi Kids Hectorr (Toddler/Little Kid) $64.95 Umi Kids - Hectorr II (Little Kid) Umi Kids Hectorr II (Little Kid) $69.95
Primigi Kids - Delfi (Infant/Toddler) Primigi Kids Delfi (Infant/Toddler) $62.80 Primigi Kids - Ground (Little Kid) Primigi Kids Ground (Little Kid) $83.00 Primigi Kids - Ground (Little Kid) Primigi Kids Ground (Little Kid) $83.00 Primigi Kids - Ground (Little Kid/Big Kid) Primigi Kids Ground (Little Kid/Big Kid) $90.80
Primigi Kids - Ground (Toddler/Little Kid) Primigi Kids Ground (Toddler/Little Kid) $83.00 Primigi Kids - Ground (Toddler) Primigi Kids Ground (Toddler) $73.00 Primigi Kids - Ariel (Toddler) Primigi Kids Ariel (Toddler) $83.00 NEW! UGG - Leighton UGG Leighton $160.00 Rated: 4 stars!
Isaac Mizrahi New York - Leopard Isaac Mizrahi New York Leopard $139.00 Isaac Mizrahi New York - Leopard Isaac Mizrahi New York Leopard $139.00 Isaac Mizrahi New York - Leopard Isaac Mizrahi New York Leopard $139.00 Timberland Kids - Crib Bootie w/ Hat (Infant/Toddler) Timberland Kids Crib Bootie w/ Hat (Infant/Toddler) $45.00 NEW!
Timberland Kids - Crib Bootie w/ Hat (Infant/Toddler) Timberland Kids Crib Bootie w/ Hat (Infant/Toddler) $45.00 NEW! Stride Rite - Medallion Collection Rowan (Infant/Toddler) Stride Rite Medallion Collection Rowan (Infant/Toddler) $38.00 NEW! Jeffery-West - Dirk Jeffery-West Dirk $588.00 Venettini Kids - 55-Esti (Toddler/Little Kid) Venettini Kids 55-Esti (Toddler/Little Kid) $82.50 NEW!
Umi Kids - Riker (Toddler/Little Kid) Umi Kids Riker (Toddler/Little Kid) $64.95 Rated: 5 stars! Umi Kids - Riker (Toddler/Little Kid) Umi Kids Riker (Toddler/Little Kid) $64.95 Rated: 5 stars! Umi Kids - Riker II (Little Kid/Big Kid) Umi Kids Riker II (Little Kid/Big Kid) $69.95 Umi Kids - Riker II (Little Kid/Big Kid) Umi Kids Riker II (Little Kid/Big Kid) $69.95
Dansko - Renee Dansko Renee $195.00 Rated: 5 stars! Dansko - Renee Dansko Renee $195.00 Rated: 5 stars! Polo Ralph Lauren - Barrott Polo Ralph Lauren Barrott $125.00 Polo Ralph Lauren - Barrott Polo Ralph Lauren Barrott $125.00
Polo Ralph Lauren - Barrott Polo Ralph Lauren Barrott $125.00 Steve Madden - Garisonn Steve Madden Garisonn $110.00 Steve Madden - Garisonn Steve Madden Garisonn $110.00 Steve Madden - Garisonn Steve Madden Garisonn $110.00
Primigi Kids - Erwan-E (Infant/Toddler) Primigi Kids Erwan-E (Infant/Toddler) $70.60 Primigi Kids - Erwan-E (Infant/Toddler) Primigi Kids Erwan-E (Infant/Toddler) $70.60 UGG - Carraway UGG Carraway $130.00 UGG - Carraway UGG Carraway $130.00
UGG - Carraway UGG Carraway $130.00 Robert Clergerie - Nadim Robert Clergerie Nadim $595.00 NEW! Vince - Lawrence Vince Lawrence $325.00 Vince - Lawrence Vince Lawrence $325.00
Volcom - Del Mesa Volcom Del Mesa $80.00 Volcom - Del Mesa Volcom Del Mesa $80.00 Wolverine - Cabor EPX™ PC Dry Waterproof Chukka - Composite Toe Wolverine Cabor EPX™ PC Dry Waterproof Chukka - Composite Toe $96.00 Type Z - Eliott Type Z Eliott $119.00 Rated: 3 stars!
Steve Madden - Hillside Steve Madden Hillside $110.00 NEW! Steve Madden - Hillside Steve Madden Hillside $110.00 UGG - Worthing UGG Worthing $150.00 UGG - Worthing UGG Worthing $150.00
Wolverine - Orville Desert Boot Wolverine Orville Desert Boot $155.00 Wolverine - Orville Desert Boot Wolverine Orville Desert Boot $155.00 Wolverine - Orville Desert Boot Wolverine Orville Desert Boot $155.00 Quiksilver - Marquez Quiksilver Marquez $110.00 NEW!
Quiksilver - Marquez Quiksilver Marquez $110.00 NEW! Dr. Scholl's - Da Capo - Original Collection Dr. Scholl's Da Capo - Original Collection $100.00 Red Wing Heritage - Blacksmith 6 Red Wing Heritage Blacksmith 6" Round Toe $300.00 Rated: 5 stars! Stuart Weitzman - Stepout Stuart Weitzman Stepout $455.00 Rated: 5 stars!
Dr. Scholl's - Skive - Original Collection Dr. Scholl's Skive - Original Collection $130.00 Patagonia - Whane Patagonia Whane $130.00 NEW! Patagonia - Whane Patagonia Whane $130.00 NEW! Trask - Gulch Trask Gulch $265.00
Trask - Gulch Trask Gulch $295.00 UGG - Leighton UGG Leighton $160.00 Rated: 4 stars! Robert Clergerie - Nancy Robert Clergerie Nancy $475.00 Rated: 5 stars! Robert Clergerie - Nancy Robert Clergerie Nancy $475.00 Rated: 5 stars!
Type Z - Kent Type Z Kent $129.00 Rated: 5 stars! Type Z - Kent Type Z Kent $129.00 Rated: 5 stars! Dolce & Gabbana - Velvet Bootie Dolce & Gabbana Velvet Bootie $155.00 Dr. Martens Work - Sussex Dr. Martens Work Sussex $95.00 Rated: 2 stars!
Danner - Tramline Danner Tramline $310.00 Rated: 5 stars! Stride Rite - Medallion Collection Bilson (Toddler/Little Kid) Stride Rite Medallion Collection Bilson (Toddler/Little Kid) $70.00 NEW! Stride Rite - Medallion Collection Bilson (Toddler) Stride Rite Medallion Collection Bilson (Toddler) $65.00 NEW! Kid Express - Easton (Toddler/Little Kid/Big Kid) Kid Express Easton (Toddler/Little Kid/Big Kid) $66.00 NEW!
Kid Express - Easton (Toddler/Little Kid/Big Kid) Kid Express Easton (Toddler/Little Kid/Big Kid) $66.00 NEW! Josef Seibel - Sascha 12 Josef Seibel Sascha 12 $195.00 Wolky - Jacquerie Wolky Jacquerie $204.00 NEW! Josef Seibel - Pamela 05 Josef Seibel Pamela 05 $175.00 NEW!
Venettini Kids - 55- Eddy (Toddler) Venettini Kids 55- Eddy (Toddler) $82.50 NEW! Sam Edelman - Bleecker Sam Edelman Bleecker $140.00 NEW! Baby Deer - Chukka Boot (Infant/Toddler) Baby Deer Chukka Boot (Infant/Toddler) $28.00 UGG - Kaldwell UGG Kaldwell $140.00 Rated: 5 stars!
UGG - Kaldwell UGG Kaldwell $140.00 Rated: 5 stars! Clarks Kids - Fleet Top (Little Kid/Big Kid) Clarks Kids Fleet Top (Little Kid/Big Kid) $75.00 Sperry Top-Sider - Lambert Sperry Top-Sider Lambert $130.00 NEW! Clarks Kids - Fleet Top (Toddler/Little Kid) Clarks Kids Fleet Top (Toddler/Little Kid) $70.00
Zappos Family Core Value:

10. Be Humble